CN108285514A - A kind of room-temperature self crosslinking epoxy modified acrylic resin emulsion and preparation method thereof - Google Patents
A kind of room-temperature self crosslinking epoxy modified acrylic resin emulsion and preparation method thereof Download PDFInfo
- Publication number
- CN108285514A CN108285514A CN201810157866.1A CN201810157866A CN108285514A CN 108285514 A CN108285514 A CN 108285514A CN 201810157866 A CN201810157866 A CN 201810157866A CN 108285514 A CN108285514 A CN 108285514A
- Authority
- CN
- China
- Prior art keywords
- monomer
- acid
- epoxy
- acrylic acid
- ether
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title claims abstract description 60
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- 239000004593 Epoxy Substances 0.000 title claims abstract description 17
- 238000004132 cross linking Methods 0.000 title claims abstract description 9
- 239000000839 emulsion Substances 0.000 title abstract description 10
- 239000004925 Acrylic resin Substances 0.000 title abstract description 7
- 229920000178 Acrylic resin Polymers 0.000 title abstract description 7
- 238000004945 emulsification Methods 0.000 title description 2
- 239000000178 monomer Substances 0.000 claims abstract description 53
- 239000006210 lotion Substances 0.000 claims abstract description 24
- 239000000203 mixture Substances 0.000 claims abstract description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 3
- 229920000647 polyepoxide Polymers 0.000 claims description 23
- 239000003822 epoxy resin Substances 0.000 claims description 22
- -1 ethylhexyl Chemical group 0.000 claims description 21
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 18
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 14
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 12
- 150000001263 acyl chlorides Chemical class 0.000 claims description 10
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 10
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 9
- IBVAQQYNSHJXBV-UHFFFAOYSA-N adipic acid dihydrazide Chemical compound NNC(=O)CCCCC(=O)NN IBVAQQYNSHJXBV-UHFFFAOYSA-N 0.000 claims description 9
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 8
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 claims description 8
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 7
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 7
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 7
- 229960004063 propylene glycol Drugs 0.000 claims description 7
- 235000013772 propylene glycol Nutrition 0.000 claims description 7
- 150000008065 acid anhydrides Chemical class 0.000 claims description 6
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 claims description 6
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 6
- 229940043237 diethanolamine Drugs 0.000 claims description 6
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 5
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 5
- 239000001361 adipic acid Substances 0.000 claims description 5
- 235000011037 adipic acid Nutrition 0.000 claims description 5
- 229940106691 bisphenol a Drugs 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 4
- LRWZZZWJMFNZIK-UHFFFAOYSA-N 2-chloro-3-methyloxirane Chemical compound CC1OC1Cl LRWZZZWJMFNZIK-UHFFFAOYSA-N 0.000 claims description 4
- SZNYYWIUQFZLLT-UHFFFAOYSA-N 2-methyl-1-(2-methylpropoxy)propane Chemical compound CC(C)COCC(C)C SZNYYWIUQFZLLT-UHFFFAOYSA-N 0.000 claims description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 4
- 239000003021 water soluble solvent Substances 0.000 claims description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 230000032050 esterification Effects 0.000 claims description 3
- 238000005886 esterification reaction Methods 0.000 claims description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical class CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims description 2
- MOBNLCPBAMKACS-UHFFFAOYSA-N 2-(1-chloroethyl)oxirane Chemical compound CC(Cl)C1CO1 MOBNLCPBAMKACS-UHFFFAOYSA-N 0.000 claims description 2
- IBDVWXAVKPRHCU-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OCCOC(=O)C(C)=C IBDVWXAVKPRHCU-UHFFFAOYSA-N 0.000 claims description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical group COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 claims description 2
- 125000002252 acyl group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 claims description 2
- AQEFLFZSWDEAIP-UHFFFAOYSA-N di-tert-butyl ether Chemical compound CC(C)(C)OC(C)(C)C AQEFLFZSWDEAIP-UHFFFAOYSA-N 0.000 claims description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical group CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 claims description 2
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims description 2
- 239000000539 dimer Substances 0.000 claims description 2
- 125000003700 epoxy group Chemical group 0.000 claims description 2
- 229940031098 ethanolamine Drugs 0.000 claims description 2
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 2
- 235000011187 glycerol Nutrition 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 229940119545 isobornyl methacrylate Drugs 0.000 claims description 2
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- 238000007142 ring opening reaction Methods 0.000 claims description 2
- 150000003384 small molecules Chemical class 0.000 claims description 2
- 150000005846 sugar alcohols Polymers 0.000 claims description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims 3
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 2
- 239000010426 asphalt Substances 0.000 claims 2
- ZYUVGYBAPZYKSA-UHFFFAOYSA-N 5-(3-hydroxybutan-2-yl)-4-methylbenzene-1,3-diol Chemical compound CC(O)C(C)C1=CC(O)=CC(O)=C1C ZYUVGYBAPZYKSA-UHFFFAOYSA-N 0.000 claims 1
- 229930185605 Bisphenol Natural products 0.000 claims 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims 1
- 150000001299 aldehydes Chemical class 0.000 claims 1
- 239000004842 bisphenol F epoxy resin Substances 0.000 claims 1
- NHADDZMCASKINP-HTRCEHHLSA-N decarboxydihydrocitrinin Natural products C1=C(O)C(C)=C2[C@H](C)[C@@H](C)OCC2=C1O NHADDZMCASKINP-HTRCEHHLSA-N 0.000 claims 1
- DIVDFFZHCJEHGG-UHFFFAOYSA-N oxidopamine Chemical compound NCCC1=CC(O)=C(O)C=C1O DIVDFFZHCJEHGG-UHFFFAOYSA-N 0.000 claims 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims 1
- YFNKIDBQEZZDLK-UHFFFAOYSA-N triglyme Chemical compound COCCOCCOCCOC YFNKIDBQEZZDLK-UHFFFAOYSA-N 0.000 claims 1
- 238000000576 coating method Methods 0.000 abstract description 9
- 238000003860 storage Methods 0.000 abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 9
- 239000011248 coating agent Substances 0.000 abstract description 8
- 239000003973 paint Substances 0.000 abstract description 7
- 150000003839 salts Chemical class 0.000 abstract description 4
- 239000000463 material Substances 0.000 abstract description 3
- 239000007921 spray Substances 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 239000012752 auxiliary agent Substances 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
- 239000003999 initiator Substances 0.000 description 7
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 6
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 6
- 239000000908 ammonium hydroxide Substances 0.000 description 6
- 235000019400 benzoyl peroxide Nutrition 0.000 description 6
- 238000009413 insulation Methods 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 239000002518 antifoaming agent Substances 0.000 description 5
- 238000005338 heat storage Methods 0.000 description 5
- 208000012287 Prolapse Diseases 0.000 description 4
- 239000000853 adhesive Substances 0.000 description 4
- 230000001070 adhesive effect Effects 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 125000005395 methacrylic acid group Chemical class 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000003643 water by type Substances 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 230000002421 anti-septic effect Effects 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 238000004321 preservation Methods 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- 235000013618 yogurt Nutrition 0.000 description 2
- UICXTANXZJJIBC-UHFFFAOYSA-N 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol Chemical compound C1CCCCC1(O)OOC1(OO)CCCCC1 UICXTANXZJJIBC-UHFFFAOYSA-N 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- ILRRQNADMUWWFW-UHFFFAOYSA-K aluminium phosphate Chemical compound O1[Al]2OP1(=O)O2 ILRRQNADMUWWFW-UHFFFAOYSA-K 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 210000000481 breast Anatomy 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000002242 deionisation method Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 229940035423 ethyl ether Drugs 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000010304 firing Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical class OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- MEPLNBPJJKOWLV-UHFFFAOYSA-N hexanedioic acid;hydrazine Chemical compound NN.OC(=O)CCCCC(O)=O MEPLNBPJJKOWLV-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- ANOBYBYXJXCGBS-UHFFFAOYSA-L stannous fluoride Chemical compound F[Sn]F ANOBYBYXJXCGBS-UHFFFAOYSA-L 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/10—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers containing more than one epoxy radical per molecule
- C08F283/105—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers containing more than one epoxy radical per molecule on to unsaturated polymers containing more than one epoxy radical per molecule
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/14—Polycondensates modified by chemical after-treatment
- C08G59/1433—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
- C08G59/1438—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen
- C08G59/1455—Monocarboxylic acids, anhydrides, halides, or low-molecular-weight esters thereof
- C08G59/1461—Unsaturated monoacids
- C08G59/1466—Acrylic or methacrylic acids
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
- C09D151/08—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/08—Anti-corrosive paints
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Abstract
The present invention relates to a kind of room-temperature self crosslinking epoxy modified acrylic resin emulsions and preparation method thereof, and pass through the water paint of its preparation.The lotion has the monomer mixture of following components to prepare, including epoxy-modified acrylic acid monomer macromolecular, and in film dry weight, each component mass fraction is:(Methyl)Acrylicacidandesters class monomer:75 95%, epoxy-modified acrylic acid monomer:15 30%, post-crosslinking monomer:2 10%, it is that base-material prepares coating by the above lotion, there is excellent salt spray resistance and outstanding storage stability, conventional requirement for anticorrosion can be met.
Description
Technical field
The present invention designs a kind of aqueous protective coating base-material, and in particular to a kind of watersoluble modified epoxy of high antiseptic property
Lotion and preparation method thereof, and the waterborne epoxy modified acrylic resin coating that is obtained by it, belong to industrial protection coating
Field.
Background technology
Aqueous acrylic emulsion is widely used in clothes, footwear material, the every field such as steel construction, aqueous acrylamide yogurt at present
Liquid replaces organic solvent to be used as decentralized medium using water, and without or with a small amount of organic solvent in dispersion liquid, film is not with
The features such as firing, be nontoxic, energy saving and free from environmental pollution.Acrylic emulsion has good weatherability, and storage stability is good, normal temperature self-drying
Soon, lower-cost advantage, but the paint film that acrylic emulsion is formed is often softer, poor adhesive force, chemicals-resistant and salt spray resistance
Performance is relatively low, and water-fast easy blistering falls off.
Epoxy resin has fabulous adhesion, stability, wearability, resistance to as one of three big general thermosetting resins
Corrosivity, insulating properties and mechanical strength, are widely used in coatings industry.Therefore it attempts epoxy resin being introduced into acrylic acid
Come the shortcomings that improving current acrylic emulsion in resin structure.For existing relevant report in this respect, such as patent
After epoxy resin and unsaturated fatty acid being esterified in CN103319665B carry out free radical grafting with acrylic monomer
Reaction, the film of preparation is with good performance, but the method preparation process needs pyroreaction, and energy consumption is high, and
The problems such as epoxy resin of introducing is less, and the molecular resin amount prepared is larger, and solidification is slower.In addition to this, also have propylene
Acid monomers directly carry out high temperature esterification with epoxy resin and react, and process needs polymerization inhibitor and high temperature, react and are easy gel, it is more difficult to control
System.
Invention content
Present invention aims to overcome that epoxy resin modified acrylic resin preparation process complex process, energy consumption compared with
The problem high, emulsion viscosity is higher, storage stability is poor, by improving reaction process and adjusting the type of reaction monomers,
A kind of preparation process is easy, emulsion viscosity is low preparing, and the water-base epoxy that epoxy resin content is high, antiseptic property is more excellent changes
Property acrylic emulsion.
To reach above-mentioned technical purpose, technical scheme is as follows:
A kind of waterborne epoxy modified acrylic lotion has the monomer mixture including following components to be made, and following content is with breast
The mass percent counted on the basis of the dry weight of liquid:A) methacrylic acid and its esters monomer of 75-95%;b)The epoxy of 15-30%
Modified propylene acid monomers;c)The post-crosslinking monomer composition of 2-10%;In addition to this, also contain water-soluble solvent component d)
Heretofore described methacrylic acid and its esters monomer is selected from three kinds of different monomeric species, the first is soft list
Body accounts for the 20-40% of monomer a) quality, selected from butyl acrylate, methyl acrylate, 2- acrylic acid-2-ethyl caproites, acrylic acid
At least one of ethyl ester and lauryl acrylate;It is hard monomer in second, accounts for the 30-50% of monomer a) quality, is selected from benzene second
At least one of alkene, isobornyl methacrylate, methyl methacrylate, ethyl methacrylate.The third monomer is
Containing carboxyl and/or carboxylic acid anhydride monomer in methacrylic acid and its acid anhydrides, maleic acid and its acid anhydrides, fumaric acid and its acid anhydrides
At least one accounts for the 5-10% of monomer a) quality.
Heretofore described epoxy-modified acrylic monomers is made of the following components, and with epoxy resin and carries double bond
Acrylic compounds/acyl chloride monomer prepared by esterification, specific preparation method is that epoxy resin is added to solvent
In, amine small molecule ring-opening reaction is then added, is eventually adding acrylic acid/acyl chlorides monomer, catalyst preparation obtains epoxy-modified
Acrylic acid polymeric monomer.
Heretofore described epoxy-modified acrylic acid macromonomer, the ratio of each component are, with molar ratio epoxy
Active hydrogen and acrylic acid/acyl chlorides ratio are 1 on group and amine molecule:(0.8-1):(0.8-1), solvent adding amount is gross weight
The 10-20% of amount, catalyst are the 1-3%. of acrylic acid/acyl chlorides total weight of total weight
Heretofore described epoxy resin is selected from by epoxychloropropane or methyl epichlorohydrin and bisphenol-A, Bisphenol F or double
Polyglycidyl ether of the epoxyalkane of epoxy resin, bisphenol-A that phenol sulfone obtains through addition, polypropylene glycol, 1,6- hexylene glycols, three
The polyglycidyl ether of the polyalcohols such as hydroxymethyl-propane, glycerine;The polycarboxylic bunchings such as adipic acid, phthalic acid, dimer acid
Water glyceride and poly epihydric alcohol amine etc..The above-mentioned bisphenol-A of above-mentioned use or Bisphenol F is more preferably selected to prepare with epoxychloropropane
Epoxy resin or adipic acid polycarboxylic acid be modified made of epoxy resin.
Heretofore described acrylic acid/acyl chlorides is selected from acrylic acid, methacrylic acid, acryloyl chloride and methacrylic chloride
At least one of, preferably acryloyl chloride.
Heretofore described amine small molecule have amino active hydrogen the small molecule with hydroxyl, be selected from ethanol amine,
At least one of diethanol amine, diethylamine, preferably diethanol amine.
Heretofore described solvent is selected from toluene, dimethylbenzene, benzene, butanol, isobutanol, tetrahydrofuran, dioxane, first
At least one such as ethyl ketone, acetone.
The component c)Post-crosslinking monomer is selected from diacetone(Methyl)Acrylamide,(Methyl)Have in methacrylaldehyde, alkyl
There is at least one in vinyl alkyl ketone, acetoacetoxyethyl methacrylate and the adipic dihydrazide of 1-20 carbon atom
Kind.It is preferred that Diacetone Acrylamide, adipic dihydrazide, the two collocation mass ratio are:Diacetone Acrylamide:Two acyl of adipic acid
Hydrazine=4:1~1:1.
Heretofore described component d)Water-soluble solvent is selected from monoethylene glycol dimethyl ether, diethylene glycol dimethyl ether, triethylene glycol
The glycol dinitrates such as dimethyl ether, ethylene glycol monobutyl ether ethers and butyl ether class, ethylene glycol monobutyl ether;Propylene glycol monomethyl ether, the third two
The propylene-glycol monoalky lethers classes such as alcohol list ethylether, glycol monobutyl ether, propylene glycol list isobutyl ether, propylene glycol list tertbutyl ether
At least one of.
The preparation method of the waterborne epoxy modified acrylic lotion of the present invention, comprises the steps of:
(1)It is prepared by epoxy-modified acrylic acid macromonomer
Amine small molecule and partial solvent are added in reaction kettle, then increase the temperature to 60-70 DEG C, be added dropwise epoxy resin and
The mixture of solvent after being added dropwise to complete in 0.5-1 hours, continues insulation reaction after 2-3 hours, cools to room temperature, be then added
Acryloyl chloride is added dropwise in catalyst, is added dropwise 0.5-1 hours, then after insulation reaction 1-2 hours, is washed, depressurizes prolapse solvent
Afterwards, epoxy-modified acrylic monomers is prepared.
(2)Epoxy-modified acrylic acid lotion
By methacrylic acid and its esters monomer, epoxy-modified acrylic acid monomer, post-crosslinking monomer and initiator and water-soluble
Agent aid is added in reaction kettle, is passed through nitrogen protection, is then increased the temperature to 90-120 DEG C and is reacted, and is reacted 3-5 hours
Afterwards, it is cooled to 30-50 DEG C, neutralizer ammonium hydroxide is added and adjusts pH value 7-9, deionized water is then added, it is 30- to be diluted to solid content
50%, then discharge of filter residues, obtains final lotion.
In above-mentioned preparation method, the initiator selects cyclohexanone peroxide, dibenzoyl peroxide, tertiary butyl
At least one of hydrogen peroxide, azodiisobutyronitrile, azobisisoheptonitrile.
A kind of waterborne epoxy modified acrylic coating of the present invention includes:Epoxy-modified propylene prepared by the present invention
40-70 parts of yogurt, color stuffing are 30-60 parts, aqueous promoter dosage is 5-10 parts
The color stuffing be selected from titanium dioxide, trbasic zinc phosphate, aluminum phosphate, barium sulfate, calcium carbonate, talcum powder, silicate, mica powder,
At least one of iron oxide.
The auxiliary agent includes dispersant, coalescents, wetting agent, antifoaming agent, anti-flash rusting auxiliary agent, PH conditioning agents, thickening
At least one of agent.
The preparation process of waterborne epoxy modified acrylic coating of the present invention is as follows:It is added in dispersion tank first
Color stuffing is added in water, dispersant, antifoaming agent, wetting agent, coalescents, high-speed stirred 10-15 minutes, promotes rotating speed, high speed point
After dissipating uniformly, the grinding agent with weight such as color stuffings, grinding slurry to fineness is added<30um reduces rotating speed, is obtained by filtration and grinds
Defibrination;Then in paint mixing tank, waterborne epoxy modified acrylic lotion is added, PH is added and adjusts 8-9, then sequentially adds film forming
Auxiliary agent, antifoaming agent, anti-flash rusting auxiliary agent, according to dope viscosity demand be added thickener, stir evenly, with 100 mesh filter screen bag filters
Dress, obtains finished product.
The invention has the beneficial effects that:
Lotion preparation process simplicity, preparation method prepared by the present invention is relatively easy, and the lotion prepared is shown in coating
The performances such as excellent adhesive force, hardness, corrosion-resistant, and coating has excellent stability.
Specific implementation mode
The following examples will be further described the present invention, but not thereby limiting the invention.
Embodiment 1
(1)It is prepared by epoxy-modified acrylic acid macromonomer
106g diethanol amine and 100g tetrahydrofurans are added in reaction kettle, then increase the temperature to 60-70 DEG C, 100g is added dropwise
The mixture of epoxy resin E51 and 30g tetrahydrofuran after being added dropwise to complete in 0.5-1 hours, continues insulation reaction after 2-3 hours,
Room temperature is cooled to, 10g Triethylamine catalysts are then added, 200g acryloyl chlorides are added dropwise, is added dropwise 0.5-1 hours, then heat preservation is anti-
After after answering 1-2 hours, being washed, depressurizing prolapse solvent, epoxy-modified acrylic monomers is prepared.
(2)Epoxy-modified acrylic acid lotion
The ring that will be prepared in 20g butyl acrylates, 20g styrene, 10g methyl methacrylates, 10g acrylic acid, 15g above-mentioned 1
Oxygen modified propylene acid monomers, 4g Diacetone Acrylamide and 3g benzoyl peroxides initiator and 30g butyl glycol ethers help
Agent is added in reaction kettle, is passed through nitrogen protection, is then increased the temperature to 100 DEG C and is reacted, after reacting 3-5 hours, cooling
To 30-50 DEG C, neutralizer ammonium hydroxide is added and adjusts pH value 7-9,3g adipic dihydrazides are added, 50g deionized waters are then added, so
Discharge of filter residues afterwards obtains final lotion.Solid content is 50%, thermmal storage(50 DEG C * 15 days)Precipitation is generated, it is not stratified.
Embodiment 2
(1)It is prepared by epoxy-modified acrylic acid macromonomer
With (1) in embodiment 1
(2)Epoxy-modified acrylic acid lotion
It will be prepared in 30g butyl acrylates, 20g styrene, 15g methyl methacrylates, 10g methacrylic acids, 30g above-mentioned 1
Epoxy-modified acrylic acid monomer, 4g Diacetone Acrylamide and 3g benzoyl peroxides initiator and 30g ethylene glycol fourths
Ether auxiliary agent is added in reaction kettle, is passed through nitrogen protection, is then increased the temperature to 100 DEG C and is reacted, after reacting 3-5 hours,
It is cooled to 30-50 DEG C, neutralizer ammonium hydroxide is added and adjusts pH value 7-9,1g adipic dihydrazides are added, 80g deionizations are then added
Water, then discharge of filter residues, obtains final lotion.Solid content is 45%, thermmal storage(50 DEG C * 15 days)Precipitation is generated, it is not stratified.
Embodiment 3
(1)It is prepared by epoxy-modified acrylic acid macromonomer
106g diethanol amine and 100g tetrahydrofurans are added in reaction kettle, then increase the temperature to 60-70 DEG C, 80g is added dropwise
The mixture of epoxy resin E51 and 30g tetrahydrofuran after being added dropwise to complete in 0.5-1 hours, continues insulation reaction after 2-3 hours,
Room temperature is cooled to, 10g Triethylamine catalysts are then added, 300g acryloyl chlorides are added dropwise, is added dropwise 0.5-1 hours, then heat preservation is anti-
After after answering 1-2 hours, being washed, depressurizing prolapse solvent, epoxy-modified acrylic monomers is prepared.
(2) epoxy-modified acrylic acid lotion
It will be on 20g butyl acrylates, 15g methyl acrylates, 30g styrene, 10g methyl methacrylates, 10g acrylic acid, 20g
State the epoxy-modified acrylic acid monomer prepared in 1,4g Diacetone Acrylamide and 3g benzoyl peroxides initiator and 30g
Butyl glycol ether auxiliary agent is added in reaction kettle, is passed through nitrogen protection, is then increased the temperature to 100 DEG C and is reacted, and 3-5 is reacted
After hour, it is cooled to 30-50 DEG C, neutralizer ammonium hydroxide is added and adjusts pH value 7-9,2g adipic dihydrazides are added, 90g is then added
Deionized water, then discharge of filter residues, obtains final lotion.Solid content is 45%, thermmal storage(50 DEG C * 15 days)Precipitation is generated, no
Layering.
Embodiment 4
(1)It is prepared by epoxy-modified acrylic acid macromonomer
60g ethanol amines and 60g tetrahydrofurans are added in reaction kettle, then increase the temperature to 60-70 DEG C, 80g epoxies are added dropwise
The mixture of resin E51 and 30g tetrahydrofuran after being added dropwise to complete in 0.5-1 hours, continues insulation reaction after 2-3 hours, cooling
To room temperature, 10g Triethylamine catalysts are then added, 180g acryloyl chlorides are added dropwise, are added dropwise 0.5-1 hours, then insulation reaction 1-2
After hour, after being washed, depressurizing prolapse solvent, epoxy-modified acrylic monomers is prepared.
(2) epoxy-modified acrylic acid lotion
By 20g butyl acrylates, 15g ethyl acrylates, 20g styrene, 15g methyl methacrylates, 10g methacrylic acids,
Epoxy-modified acrylic acid monomer, 4g Diacetone Acrylamide and the 3g benzoyl peroxides initiator prepared in 20g above-mentioned 1 with
And 30g butyl glycol ether auxiliary agents are added in reaction kettle, are passed through nitrogen protection, are then increased the temperature to 100 DEG C and are reacted, instead
After answering 3-5 hours, it is cooled to 30-50 DEG C, neutralizer ammonium hydroxide is added and adjusts pH value 7-9,4g adipic dihydrazides are added, then adds
Enter 70g deionized waters, then discharge of filter residues, obtains final lotion.Solid content is 50%, thermmal storage(50 DEG C * 15 days)It is heavy to generate
It forms sediment, it is not stratified.
Comparative example 1
By 20g butyl acrylates, 15g ethyl acrylates, 20g styrene, 15g methyl methacrylates, 10g methacrylic acids,
4g Diacetone Acrylamide and 3g benzoyl peroxides initiator and 30g butyl glycol ether auxiliary agents are added in reaction kettle,
It is passed through nitrogen protection, 100 DEG C is then increased the temperature to and is reacted, after reacting 3-5 hours, 30-50 DEG C is cooled to, is added and neutralizes
Agent ammonium hydroxide adjusts pH value 7-9, and 4g adipic dihydrazides are added, and 50g deionized waters is then added, then discharge of filter residues, obtains most
Whole lotion.Solid content is 50%, thermmal storage(50 DEG C * 15 days)Precipitation is generated, it is not stratified.
Embodiment 5
It is as follows with anticorrosive paint prepared by the lotion of above-mentioned preparation:
According to upper table formula, water, dispersant, antifoaming agent are added first in dispersion tank, color stuffing promotes rotating speed, high speed dispersion
After uniformly, the grinding agent of equivalent, fineness of grind is added<30um reduces rotating speed, filters and slurry is made;Then in paint mixing tank,
Waterborne epoxy modified acrylic lotion is added, PH is added and adjusts 8-9, then sequentially adds coalescents, antifoaming agent, anti-flash rusting and helps
Thickener is added according to dope viscosity demand in agent, stirs evenly, is filtered and packaged with 100 mesh filter screens, obtain finished product.
The paint film property of the coating of preparation is as shown in table 1:
Detection project | Examination criteria | Embodiment 1 | Embodiment 2 | Embodiment 3 | Embodiment 4 | Comparative example 1 |
Adhesive force | GB/T1720-1989 | 1 grade | 1 grade | 1 grade | 1 grade | 1 grade |
Impact resistance | GB/T1732-1993 | 50 | 50 | 50 | 50 | 50 |
Hardness | GB/T6739-1996 | H | H | H | H | HB |
Water-fast/15d | GB/T 1733-1993 | 5 | 5 | 5 | 5 | 4 |
Salt water resistance/7d | GB/T9274-1988 | 5 | 5 | 5 | 5 | 4 |
Salt spray resistance/7d | GB/T1771-91 | 5 | 5 | 5 | 5 | 4 |
Storage stability | GB/T6753.3-1986 | Heat storage 14d | Heat storage 14d | Heat storage 14d | Heat storage 14d | Heat storage 14d |
Note:In table patience test, 5 represent it is best, 1 represent it is worst.
Analysis result above adds epoxy resin by embodiment 1-4 with from the point of view of the paint film comparing result of comparative example 1
Acrylic resin, film-formation result is more preferable, and adhesive force, hardness, resistance to chemical corrosion are more preferable, and it is aqueous to illustrate prepared by the present invention
Epoxy modified acrylic resin is a kind of preferable lotion of comprehensive performance.
Claims (10)
1. a kind of waterborne epoxy modified acrylic lotion, there is the monomer mixture including following components to be made, following content be with
The mass percent counted on the basis of the dry weight of lotion:A) methacrylic acid and its esters monomer of 75-95%;b)The ring of 15-30%
Oxygen modified propylene acid monomers;c)The post-crosslinking monomer composition of 2-10%;In addition to this, also contain water-soluble solvent component d).
2. according to claim 1 heretofore described methacrylic acid and its esters monomer, it is selected from three kinds of different monomer kinds
Class, the first is soft monomer, accounts for the 20-40% of monomer a) quality, selected from butyl acrylate, methyl acrylate, 2- acrylic acid -2-
At least one of ethylhexyl, ethyl acrylate and lauryl acrylate;It is hard monomer in second, accounts for monomer a) quality
30-50%, at least one in styrene, isobornyl methacrylate, methyl methacrylate, ethyl methacrylate
Kind, the third monomer is to be selected from methacrylic acid and its acid anhydrides, maleic acid and its acid anhydrides, richness containing carboxyl and/or carboxylic acid anhydride monomer
At least one of horse acid and its acid anhydrides, account for the 5-10% of monomer a) quality.
3. according to claim 1, heretofore described epoxy-modified acrylic monomers is made of the following components, with asphalt mixtures modified by epoxy resin
Fat and acrylic compounds/acyl chloride monomer with double bond are prepared by esterification, and specific preparation method is by asphalt mixtures modified by epoxy resin
Fat is added in solvent, and amine small molecule ring-opening reaction is then added, is eventually adding acrylic acid/acyl chlorides monomer, catalyst preparation
Obtain epoxy-modified acrylic acid polymeric monomer.
4. according to the heretofore described epoxy-modified acrylic acid macromonomer of claim 1, the ratio of each component is, with
Active hydrogen and acrylic acid/acyl chlorides ratio are 1 in molar ratio epoxy group and amine molecule:(0.8-1):(0.8-1), solvent adds
Enter the 10-20% that amount is total weight, catalyst is the 1-3% of acrylic acid/acyl chlorides total weight of total weight.
5. being selected from by epoxychloropropane or methyl epichlorohydrin and double according to the heretofore described epoxy resin of claim 1
Polyglycidyl ether of the epoxyalkane of epoxy resin, bisphenol-A that phenol A, Bisphenol F or bisphenol sulphone obtain through addition, poly- the third two
The polyglycidyl ether of the polyalcohols such as alcohol, 1,6-HD, trimethylolpropane, glycerine;Adipic acid, phthalic acid, dimer
The polycarboxylic poly glycidyl ester such as acid and poly epihydric alcohol amine etc. are more preferably selected from the above-mentioned bisphenol-A of above-mentioned use or Bisphenol F
Epoxy resin made of the polycarboxylic acid of the epoxy resin or adipic acid that are prepared with epoxychloropropane is modified.
6. according to the heretofore described acrylic acid/acyl chlorides of claim 1 be selected from acrylic acid, methacrylic acid, acryloyl chloride and
At least one of methacrylic chloride, preferably acryloyl chloride.
7. there is the small molecule with hydroxyl of amino active hydrogen according to the heretofore described amine small molecule of claim 1,
Selected from least one of ethanol amine, diethanol amine, diethylamine, preferably diethanol amine.
8. according to the heretofore described solvent of claim 1 be selected from toluene, dimethylbenzene, benzene, butanol, isobutanol, tetrahydrofuran,
At least one such as dioxane, methyl ethyl ketone, acetone.
9. component c according to claim 1)Post-crosslinking monomer is selected from diacetone(Methyl)Acrylamide,(Methyl)Propylene
Two acyl of vinyl alkyl ketone, acetoacetoxyethyl methacrylate and adipic acid with 1-20 carbon atom in aldehyde, alkyl
At least one of hydrazine, preferably Diacetone Acrylamide, adipic dihydrazide, the two collocation mass ratio are:Diacetone acrylamide acyl
Amine:Adipic dihydrazide=4:1~1:1.
10. according to the heretofore described component d of claim 1)Water-soluble solvent is selected from monoethylene glycol dimethyl ether, diethylene glycol
The glycol dinitrates such as dimethyl ether, triethylene glycol dimethyl ether, ethylene glycol monobutyl ether ethers and butyl ether class, ethylene glycol monobutyl ether;The third two
Alcohol monomethyl ether, propylene glycol monoethyl, glycol monobutyl ether, propylene glycol list isobutyl ether, propylene glycol list tertbutyl ether etc.
At least one of propylene-glycol monoalky lether class.
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Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
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CN109134825A (en) * | 2018-07-18 | 2019-01-04 | 广州市白云化工实业有限公司 | Modified epoxy and its preparation and application |
CN109679389A (en) * | 2018-11-29 | 2019-04-26 | 安徽开林新材料股份有限公司 | A kind of antibacterial abrasion-resistance water woodwork coating |
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Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH11106711A (en) * | 1997-09-30 | 1999-04-20 | Asahi Chem Ind Co Ltd | Adhesion of water-borne adhesive |
CN103319665A (en) * | 2013-06-13 | 2013-09-25 | 华南理工大学 | Single-component room-temperature multiple-self-crosslinking aqueous epoxy acrylate resin emulsion and preparation method thereof |
CN103755890A (en) * | 2014-01-21 | 2014-04-30 | 山东圣光化工集团有限公司 | Method for preparing special epoxy modified polyacrylate emulsion for waterborne industrial paints |
CN104356320A (en) * | 2014-11-12 | 2015-02-18 | 武汉工程大学 | Waterborne epoxy ester-acrylic hybrid resin and preparation method thereof |
CN106432634A (en) * | 2016-03-07 | 2017-02-22 | 湖北佳记合成材料股份有限公司 | Epoxy-acrylate composite emulsion and preparation method therefor |
CN107312134A (en) * | 2017-05-19 | 2017-11-03 | 北京化工大学 | A kind of dual cross-linking aqueous epoxy/polyacrylate hybridisation emulsion of room temperature and preparation method thereof |
-
2018
- 2018-02-25 CN CN201810157866.1A patent/CN108285514A/en active Pending
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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